Single electron transfer induced elemental steps in the transformation of iodomalonic esters and related CH-acids under solid-liquid PTC conditions. Preparation of electrophilic cyclopropanes

László Tőke, Zoltán Hell, Gábor T. Szabó, Gábor Tóth, Mária Bihari, Antal Rockenbauer

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Abstract

Single electron transfer induced elemental steps have been shown to occur during the transformation of iodomalonic esters and related CH-acids to cyclopropane derivatives under solid-liquid phase transfer catalytic conditions. The iodo derivatives are formed from iodine and CH-acids "in situ", in the same pot in which the transformations to cyclopropane derivatives take place. A number of electrophilic cyclopropanes with a wide range of substituents have been synthetised by this route.

Original languageEnglish
Pages (from-to)5133-5146
Number of pages14
JournalTetrahedron
Volume49
Issue number23
DOIs
Publication statusPublished - Jun 4 1993

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Keywords

  • SET process
  • cyclopropanes.
  • phase transfer iodination
  • solid K CO surface

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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